Location: Oldsmar , 34677
Do Not Show Listings
436 LAFAYETTE BLVD, OLDSMAR, FL 34677
$700,000278 Days on yellowkey MLS ID: TB8412856
1 Days Off yellowkey (back on 4/25/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2695 Built: 1994 Tax: $10,665 (2024)Community: Oldsmar Rev MapSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,665
Elementary School: Oldsmar Elementary-PN
High School: East Lake High-PN
Tax Year: 2024
Middle School: Carwise Middle-PN
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Must see this 4 bedroom/2.5 bath home with almost 2700 Sq/Ft on one of the highest/majestic lots in downtown Oldsmar! Relax by the wood fireplace with your family in the comfortable living room! Entertain guests, make a fire-pit area, or start your own garden in the expansive backyard with Lanai! Lot is almost a half acre! Fantastic kitchen with granite countertops, stainless steel appliances, plenty of wood cabinets/countertop space and breakfast bar! Large master bedroom with enormous walk-in closet and newly updated master bath with soaking tub, his-and-her sinks and high end stone tile throughout! Take the private glass vacuum elevator to the second floor! Also a dining area, family room and office! Some additional upgrades include: High ceilings, sprinkler system, hurricane windows, whole house instant hot water, water softener/filter system, updated flooring throughout, vinyl fencing, smart-home switches/recessed lighting, updated 2 car garage, block home. Short walk to Bicentennial Park that has a dog park, playground, tennis/basketball/pickleball courts. Also near boat launch, hiking/biking trails, library, fishing pier, museum and schools. Home had no hurricane/water damage! Oldsmar is located centrally in north Pinellas County and is a short drive to world class gulf beaches, Tampa International Airport, sporting venues, theater, shopping, restaurants and much, much more!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Dillon Currier (727-919-4214)
800 SAINT PETERSBURG DR W, OLDSMAR, FL 34677
$399,00045 Days on yellowkey MLS ID: TB8489139
0 Days Off yellowkey (back on 4/25/2026)
REDUCED by $10,000 (2.4%) on 04/20/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1712 Built: 1949 Tax: $3,631 (2025)Community: Oldsmar Rev MapSingle Family
Taxes:$3,631
Elementary School: Oakhurst Elementary-PN
Tax Year: 2025
Remarks: Under contract-accepting backup offers. Completely Renovated Oldsmar Home on Oversized Fenced Lot – Move-In Ready! Welcome to this beautifully updated home located in the City of Oldsmar, situated on a generously sized, fully fenced lot with an expansive backyard—perfect for entertaining, pets, or future outdoor enhancements. This turnkey property has been fully renovated from top to bottom, offering modern finishes and a flexible layout. The home features two primary bedroom suites (or use one as a spacious family room), along with three fully updated bathrooms, each showcasing custom tile showers and high-end fixtures. Enjoy 24” tile flooring throughout, providing a clean, contemporary look with easy maintenance. The gourmet kitchen is designed for both function and style, complete with a center island, Frigidaire appliance package, and upgraded fixtures. Additional highlights include a washer and dryer, updated systems and finishes throughout, and a layout that accommodates a variety of living arrangements. Everything has been updated—just move in and enjoy. HVAC 2025, Roof November 2025, Water Heater 2026, plumbing and electrical updates 2026. City Water and Sewer.
Listing is courtesy of: TAM BAY REALTY LLC (813-493-2913)
Listing Agent: Stephanie Brubaker (813-475-1696)
10 LESLEY LN, OLDSMAR, FL 34677
$310,00011 Days on yellowkey MLS ID: TB8501611
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1250 Built: 1982Monthly Fee: $451 Tax: $3,869 (2025)Community: Quail Forest Cluster HomesSpa: NoVilla
Taxes:$3,869
Elementary School: Cypress Woods Elementary-PN
Remarks: One or more photo(s) has been virtually staged. Welcome to 10 Lesley Lane, located in the gated community of Quail Forest, nestled within the private country club community of East Lake Woodlands. This beautifully maintained end-unit villa offers serene pond views and a thoughtfully designed split-bedroom floor plan for added privacy and comfort. The spacious, fully updated kitchen is a true highlight, featuring new cabinetry, sleek quartz countertops, and stainless steel appliances, perfect for both everyday living and entertaining. The layout flows effortlessly into the living and dining areas, all filled with natural light and peaceful water views. Enjoy your morning coffee or unwind in the evening on the charming front patio. Additional conveniences include one assigned carport and plenty of guest parking for visitors. Residents of East Lake Woodlands have access to two championship golf courses, consistently ranked among the top 5 in the entire Tampa Bay area, along with optional country club amenities. Ideally located near shopping, dining, parks, and just a short drive to Tampa International Airport and the Gulf beaches, this home offers the perfect blend of lifestyle and location. Don’t miss your opportunity to own in one of Oldsmar’s most desirable communities!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (813-251-2002)
Listing Agent: Alexis Sollenberger (850-687-2526)
300 STATE ST E #324, OLDSMAR, FL 34677
$315,00011 Days on yellowkey MLS ID: TB8500928
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1366 Built: 2007 Tax: $4,184 (2025)Community: Oldsmar Galleria CondoCondo
Taxes:$4,184
Elementary School: None
High School: None
Middle School: None
Remarks: Top-floor. Two true en-suite bedrooms. Downtown Oldsmar at your doorstep. Welcome to Unit #324 at the Oldsmar Galleria — a move-in-ready, corner of Pinellas County where thoughtful updates, a smart layout, and a walkable lifestyle come together. Step inside to an open floor plan dressed in fresh interior paint, brand-new carpet, and ceramic tile flowing through the main living spaces. The kitchen is built for real life — a welcoming breakfast bar for morning coffee or casual conversation, an appliance suite including refrigerator, dishwasher, built-in microwave, and disposal, and clean sightlines into the 20x13 living room that anchors the home. From your private balcony on the top floor — the third and highest level — take in mixed downtown views and the easy Florida breeze. The balcony functions as a true outdoor extension of the living area: a morning coffee perch, a sunset lounge, a quiet place to exhale at the end of the day. And then there's the neighborhood. Downtown Oldsmar has quietly become one of the Bay Area's most charming small-town-feel destinations — walkable streets, R.E. Olds Park on the shoreline of Old Tampa Bay, Oldsmar library, the Farmers Market, local cafés and restaurants, and year-round community events that turn neighbors into friends. You're minutes from the Veterans Expressway, an easy drive to Tampa International, and well-positioned for Westshore commutes or a spontaneous Gulf beach day.
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Thuy Mang (813-390-2877)
1204 FORESTWOOD DR, OLDSMAR, FL 34677
$315,00011 Days on yellowkey MLS ID: O6402042
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1186 Built: 1984Monthly Fee: $35 Tax: $2,622 (2025)Community: Hamlets Of Forest Lakes TheSpa: NoSingle Family
Taxes:$2,622
Remarks: Picture yourself at 1204 Forestwood Dr, a residence recently refreshed with fresh interior paint and new appliances throughout. A cozy fireplace adds comfort, complementing the kitchen's all stainless steel appliances. The exterior features a covered patio that extends to a fully fenced in backyard. Ready to enjoy stylish updates and outdoor living. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
107 MARY DR #107, OLDSMAR, FL 34677
$189,000116 Days on yellowkey MLS ID: TB8462887
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1981 Tax: $3,445 (2025)Community: East Lake Woodlands CondoSpa: NoCondo
Taxes:$3,445
Elementary School: Forest Lakes Elementary-PN
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Move-In Ready Ground Floor Condo in Gated East Lake Woodlands Community! Step into this beautiful updated ground floor condo, where comfort meets convenience in a secure gated environment. The kitchen and bathrooms were thoughtfully renovated in 2017, and brand-new luxury vinyl plank flooring flows seamlessly throughout the living, dining, hall, and both bedrooms—no carpet to worry about! The master suite is impressively spacious, featuring three closets, including two walk-ins, providing ample storage. The abundant windows and sliding doors fill the living spaces with natural Florida sunlight, creating a warm and inviting atmosphere. Unwind in the screened lanai, complete with tranquil views of the green space behind and adjacent picturesque pond, perfect for relaxation or entertaining. Additional storage and a laundry closet are conveniently located in the lanai as well. Enjoy maintenance-free living with a monthly fee that covers building exterior, insurance, roof, grounds maintenance, community pool, basic cable, water/sewer, trash removal, and secure gated entry points, allowing you more time to enjoy your home! Residents of East Lake Woodlands can take advantage of exceptional lifestyle amenities available through membership at the newly remodeled Ardea Country Club. Indulge in championship golf, tennis, pickleball, a swimming pool, fitness center, and much more—all just minutes from top-rated schools, shopping, dining, award-winning beaches, and Tampa International Airport. Don't miss out on this wonderful opportunity to live in a vibrant community—schedule your showing today! Room sizes are approximate.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-799-2227)
Listing Agent: Rachel Friesema (727-481-4757)
314 COUNTRY CLUB DR, OLDSMAR, FL 34677
$295,00015 Days on yellowkey MLS ID: TB8499975
0 Days Off yellowkey (back on 4/24/2026)
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1050 Built: 1960 Tax: $556 (2025)Community: Oldsmar Country Club Estates Sec 3Single Family
Taxes:$556
Remarks: Under contract-accepting backup offers. Fully updated 3BR/1BA home in one of Oldsmar’s most desirable neighborhoods. This NON-HOA, golf-cart-friendly community sits just steps from the waterway leading to Tampa Bay and minutes from top dining, shopping, and recreation. Inside, enjoy new flooring, a beautifully updated kitchen, fresh interior/exterior paint, an updated bathroom, and a spacious new laundry/utility room. A charming, move-in-ready home offering the Oldsmar lifestyle at an incredible value. Schedule your private tour today.
Listing is courtesy of: FOUNDATION REALTY GROUP (813-729-6000)
Listing Agent: William Acosta (813-760-7812)
388 COUNTRYSIDE KEY BLVD, OLDSMAR, FL 34677
$246,00074 Days on yellowkey MLS ID: TB8478422
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1105 Built: 1997Monthly Fee: $433 Tax: $1,771 (2025)Community: Countryside KeyTownhouse
Taxes:$1,771
Elementary School: Curlew Creek Elementary-PN
Remarks: Under contract-accepting backup offers. 2025 HVAC! Assumable FHA Loan! Welcome to 388 Countryside Key, a charming 2-bedroom, 1.5-bathroom townhome located in the highly sought-after Oldsmar, FL community. This delightful two-story residence boasts an open-concept first floor with a spacious kitchen, ample cabinetry, a generous pantry, and a convenient laundry/utility closet with a full-size washer and dryer. The living and dining areas flow seamlessly, enhanced by a kitchen bar and a convenient first-floor half bath. Upstairs, you'll find two generously sized bedrooms, each featuring vaulted ceilings that create an airy ambiance. Step outside to your enclosed screened patio, a serene retreat perfect for unwinding and enjoying the Florida weather year-round. This pet-friendly community offers a wealth of amenities including a secure gate, sparkling pool, tennis courts, sidewalks, and a car-wash station, with recreational storage for your RV, boat, or trailer available for a nominal fee. You'll have an assigned parking spot right at your doorstep with ample guest parking. Monthly HOA fees cover water, sewer, trash, cable, wifi, community pool, lawn and landscaping, roof maintenance and replacement, exterior pest control, and exterior building maintenance. Located in an area known for its highly-regarded school districts, buyers are encouraged to verify current school assignments and ratings. Situated near Tampa International Airport, St. Petersburg, and the area's stunning beaches, this gorgeous property offers an exceptional opportunity to create your dream home in a prime location. Don't miss out on this fantastic opportunity! Notable Features & Upgrades: HVAC-2025; Interior Paint-2025; Carpet-2017; Primary Bathroom Renovation-2016; Granite Countertops & Cabinets (Kitchen & Primary Bath)-2013; Upgraded Fixtures & Handles, Lights, Ceiling Fans.
Listing is courtesy of: TROPIC SHORES REALTY (800-775-1302)
Listing Agent: Kevin Baker (352-777-1507)
113 NINA WAY #113, OLDSMAR, FL 34677
$199,900405 Days on yellowkey MLS ID: TB8366634
REDUCED by $25,100 (11.2%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1979 Tax: $2,895 (2024)Community: East Lake Woodlands CondoSpa: NoCondo
Taxes:$2,895
Remarks: Here is your opportunity to purchase a great condo in the popular East lake Woodlands development. This beautiful 2 bedroom, 2 full bath condo has plentiful closet space, the primary bedroom has 3! Unit has its own washer and dryer located in the enclosed porch just off the living room. All furniture is included! Both bathrooms have been remodeled along with the kitchen. The kitchen has quartz countertops, new cabinets and stainless appliances. You also get one covered parking spot under the carport. Plenty of guest parking. Walking distance to the pool. Close to schools, shopping, dining and the movie theaters. New acrylic windows and new screens will be installed on the porch by the end of May.
Listing is courtesy of: BRICK HOUSE REALTY SERVICES (727-804-4992)
Listing Agent: Joe Courey (727-804-4992)
408 LAKEVIEW DR, OLDSMAR, FL 34677
$480,00074 Days on yellowkey MLS ID: TB8478309
REDUCED by $19,900 (4.0%) on 04/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1598 Built: 1983Monthly Fee: $35 Tax: $3,714 (2025)Community: Manors Of Forest Lakes TheSpa: YesSingle Family
Taxes:$3,714
Remarks: Price Reduced - This lakefront, pool home overlooks stunning sunsets and a wooded conservation area. The entire back of the house is screen enclosed, giving you plenty of space to relax or entertain while enjoying the wildlife, sunsets and sparkling lake. The beautiful pool and attached hot tub are heated for year round enjoyment. Inside are lake views in almost every room! The home has 76' water frontage but has had NO flooding and is in a NON FLOOD Zone. It features a driveway that can easily park 6 cars, rare in this neighborhood, and a 2 car garage. Also inside this split bedroom floor plan are one of a kind marble floors, newer windows, HVAC and roof and a large walk-in shower and bench seat in the primary bathroom and a jetted tub/shower in the guest bath. Located in the Forest Lakes community with only $35 monthly HOA dues, offering pool, tennis/pickleball, basketball and racquetball courts, playground and dock. The city of Oldsmar is an easy commute to Tampa and Clearwater, Honeymoon Island, Clearwater Beach and to both the Tampa and St. Petersburg Airports. Oldsmar also boasts many beautiful parks and events for the whole family and is in highly sought after school zones.
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
1734 MAPLELEAF BLVD, OLDSMAR, FL 34677
$515,00034 Days on yellowkey MLS ID: TB8492116
REDUCED by $10,000 (1.9%) on 04/23/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2428 Built: 2000Monthly Fee: $13 Tax: $4,787 (2025)Community: Eastlake Oaks Ph 4Single Family
Taxes:$4,787
Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT! Welcome to 1734 Mapleleaf Boulevard, a beautifully maintained two-story home in the heart of Oldsmar offering the perfect blend of space, comfort, and peace of mind. With 4 generously sized bedrooms and 2.5 bathrooms, this home is designed for both everyday living and effortless entertaining. As you step through the elegant glass front door with sidelight, you’re welcomed into a bright, inviting interior filled with natural light, highlighted by a large picture window that frames the serene backyard. The main level flows seamlessly between the living, dining, and kitchen areas, creating a functional and open feel without sacrificing warmth or character. Upstairs, all four bedrooms are thoughtfully positioned for privacy, including a spacious primary suite featuring a walk-in closet, double vanity, soaking tub, separate shower, and a private water closet—creating a true retreat at the end of the day. The additional bedrooms are all well-sized, offering flexibility for family, guests, or a home office. Step outside to your extended screened-in paver patio, a standout feature that makes outdoor living easy and enjoyable year-round. Whether you’re sipping your morning coffee or hosting friends and family, this space is built to be enjoyed. The backyard offers privacy and a peaceful setting with minimal maintenance required. This home has never flooded, even through recent storms, and includes a transferable flood policy at just $900 per year—an incredible value that adds an extra layer of confidence for the next owner. Additional features include a 2-car garage, ample storage, and a well-cared-for condition that makes this home truly move-in ready. Ideally located near parks, shopping, dining, and with easy access to Tampa, this home offers the lifestyle you’ve been looking for in one of Oldsmar’s most desirable areas.
Listing is courtesy of: LPT REALTY, LLC. (877-366-2213)
Listing Agent: Ashley Mason (813-735-2495)
1811 DRIFTWOOD CIR S, OLDSMAR, FL 34677
$370,00046 Days on yellowkey MLS ID: TB8488580
REDUCED by $10,000 (2.6%) on 04/23/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1248 Built: 1973 Tax: $1,036 (2025)Community: Harbor Palms-Unit TwoSingle Family
Taxes:$1,036
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bath home in the heart of Oldsmar! Offering 1,248 sq ft of well-designed living space, this move-in-ready property features a functional layout, abundant natural light, and modern updates throughout. Enjoy spacious living and dining areas that flow seamlessly, perfect for both everyday living and entertaining. The kitchen offers ample cabinetry and workspace, while the bedrooms are generously sized for comfort and flexibility. Conveniently located near parks, shopping, dining, and major roadways, this home provides easy access to Tampa, Clearwater, and surrounding areas. Don’t miss this opportunity to own a well-maintained home in a desirable location!
Listing Agent: Julio Vasquez (727-404-8889)
4007 PALM KEY AVE, OLDSMAR, FL 34677
$629,000210 Days on yellowkey MLS ID: TB8435073
REDUCED by $10,000 (1.6%) on 04/22/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2587 Built: 2019Monthly Fee: $580 Tax: $7,398 (2024)Community: Bayside TerraceTownhouse
Taxes:$7,398
Remarks: Walk in the front door and look straight out to the water. Head out to the screened-in back porch to hang out and enjoy the views, from dolphins and mother duck with her ducklings, to the pink & orange glowing sunsets. This unit comes with floodplain X zoning tied to the title, which means you’re grandfathered in, and the cheap flood insurance is transferable to you (less than $800/yr.). Soaring ceilings, open floor plan, hard floors throughout, and a finished garage with a high-end epoxy floor that makes it feel like you’re parking in a showroom. Built in 2019, it looks and feels fresh and new. 1st floor bedroom with water views (great for guests!). Large media room upstairs with numerous possibilities. It could be a game room. It could be a gym or just a TV area. 3 bedrooms upstairs, including the master. The master bath overlooks the water with an oversized tub, a walk-in shower, dual vanities, and a custom walk-in closet. DirectTV, Frontier internet, water, recycling, and trash (2x/week) are included in the monthly HOA fee. The unit is far enough away from the gate, where you won't hear the road noise of 580. Bayside Terrace offers an array of amenities, including an infinity-edge swimming pool, BBQ area, a gym, a fire-pit, and a community dock with kayak, paddleboard, and canoe launch. This exceptional townhome provides the perfect blend of luxury, comfort, and Florida's natural beauty
Listing Agent: Jacob Gross (727-303-2063)
403 BLUE MARLIN DR, OLDSMAR, FL 34677
$189,000188 Days on yellowkey MLS ID: TB8442487
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1078 Built: 1993Monthly Fee: $70Community: Gull-Aire VillageManufactured Home
Taxes:$0
Remarks: Assumable VA Loan at 2.8% for Qualified Veteran Available! Welcome to your new home in the highly sought-after 55+ Gull-Aire Village! Perfectly situated on a spacious corner lot, this charming Jacobsen manufactured residence offers both comfort and convenience within walking distance to the community pool and clubhouse. Constructed in 1993, it features durable ¾ inch plywood subfloors with laminate, carpet, and tile flooring throughout. Enjoy the versatility of the enclosed Florida room, equipped with central air and heat as well as a custom fan system—ideal for hobbies and creative projects. Recent upgrades include a new hot water heater installed in 2018 and beautifully renovated bathrooms completed in 2020. Further improvements include new windows, a front door, siding, and insulation added in 2013.The kitchen is outfitted with sleek 2019 stainless-steel appliances including a refrigerator and dishwasher. A new air conditioning system installed in 2016. Unique to this home is an electric custom ramp capable of lifting to 600 lbs., offering exceptional accessibility for those with mobility needs. A roof-over was added in 2005, and an inside laundry area comes complete with a washer and dryer for your convenience. The vibrant clubhouse is the heart of the community, hosting monthly events and providing amenities such as a pool table, shuffleboard, bocce ball court, and a heated pool and spa. There are also regular activities to keep you engaged and active, including yoga, bingo, cards, and line dancing. The golf cart-friendly streets make getting around a breeze! With HOA fees at just $70 per month, you will enjoy affordable living in a wonderfully maintained neighborhood. This pet-friendly community allows one pet of any size, and a second pet is permitted with a doctor's note for emotional support. Best of all, ownership includes the land—no lot rent! Everyday conveniences are just steps away, with AMC Theatres, Bealls, Marshalls, PetSmart, Five Below, and Dollar Store across the street, as well as popular dining options like Shaker & Peel, Craft Street Kitchen, Mandola's, Country Pizza Italian Grill, and Eve's Family Restaurant. Major retailers such as Super Walmart and Publix, along with Countryside Hospital, are only minutes from your door. For outdoor enthusiasts, the stunning beaches of Honeymoon Island and Caladesi State Park are just ten miles away, and a scenic biking and walking trail along the canal offers easy access from within the community. Room sizes are approximate. Do not miss your chance to enjoy the best of Oldsmar living in one of the area's most desirable communities!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-461-1700)
Listing Agent: Jayne Phoenix (727-433-1411)
209 CORKWOOD LN, OLDSMAR, FL 34677
$245,408325 Days on yellowkey MLS ID: TB8396745
INCREASED by $508 (0.2%) on 04/17/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1984Monthly Fee: $268 Tax: $2,960 (2024)Community: Villas Of Forest LakesVilla
Taxes:$2,960
Remarks: Amazing Location, Renovated, New kitchen, New Water heater, New Bathroom Vanity, New flooring, Quartz counter tops and new appliances and there is a Storage room next to the car port and a Privacy back yard area. Good location next to Walmart supercenter Oldsmar and a few minutes away to walk from supermarket Aldi. Great school district. Community has a pool, Tennis Courts, Basketball court. Additional conveniences include a storage room and assign covered parking. The HOA takes care of exterior maintenance and the roof. According to the homeowners, this subdivision has not been flooded from the previous hurricanes in Tampa Bay area. About 20 minutes away from Tampa airport and 20 minutes away from honeymoon island State Park Dunedin Fl Etc...
Listing Agent: Genci Shurdha (727-400-9783)
208 HEMINGWAY DR, OLDSMAR, FL 34677
$314,90040 Days on yellowkey MLS ID: TB8490712
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1207 Built: 1997Monthly Fee: $265 Tax: $4,507 (2025)Community: Sun Ketch Twnhms At Cypress LakesVilla
Taxes:$4,507
Remarks: This beautifully maintained end-unit villa offers the perfect combination of comfort, privacy, and modern upgrades along with water views from most rooms. Step inside to high-volume ceilings that create a bright and spacious atmosphere throughout. The home features all-new luxury flooring, giving every room a sleek and cohesive look. The thoughtful layout includes a separate living and dining area, ideal for both everyday living and entertaining guests. From here, step out onto your private screened lanai with an epoxy floor, overlooking a serene pond—a perfect spot for morning coffee or relaxing evenings. The back yard is fenced for extra privacy. The split-bedroom floorplan has a spacious primary suite boasting a large walk-in closet and an en suite bathroom with a walk-in shower and dual sink vanity. The open, tiled kitchen is a chef’s delight, offering ample counter space and a convenient breakfast bar. Additional highlights include a 2-car garage with extra driveway space, French drains, rain gutters, and the added privacy of an end unit. Conveniently located near shopping, airports, schools, beaches, and the community pool, this villa truly combines style, convenience, and tranquility. Your new home awaits—move in and enjoy the perfect blend of comfort and elegance!
Listing is courtesy of: RE/MAX MARKETING SPECIALISTS (727-853-7801)
Listing Agent: Lisa Heberlein Pa (727-432-8769)
40 SHAMROCK WAY #40, OLDSMAR, FL 34677
$255,00074 Days on yellowkey MLS ID: TB8471405
1 Days Off yellowkey (back on 4/22/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1502 Built: 1986 Tax: $2,572 (2024)Community: St Andrews CondoCondo
Taxes:$2,572
Remarks: Under contract-accepting backup offers. Welcome home to 40 Shamrock Way in sunny Oldsmar FL. This move-in ready, updated 2-bedroom, 2-bath condo with a loft, offering 1,502 square feet of light-filled living space in the highly sought-after East Lake Woodlands community in Oldsmar. Featuring an open floor plan, voluminous ceilings, abundant windows, and a split bedroom layout, this home feels bright, spacious, and welcoming, perfect for both everyday living and entertaining. The updated kitchen opens to the main living area and showcases modern finishes, ample cabinetry, and a convenient eating bar. Updated flooring throughout enhances the cohesive design, while in-unit laundry adds everyday ease. The versatile loft provides the ideal space for a home office, media room, or additional living area. The expansive primary suite is a true retreat, featuring a huge walk-in closet, dual sinks, and a spa-inspired bathroom with both a separate shower and tub. The secondary bedroom and bath are thoughtfully positioned on the opposite side of the home, ideal for guests or multigenerational living. Recent updates include a new HVAC and water heater, offering added peace of mind. Step outside to your large, private screened back porch, perfect for relaxing or enjoying Florida’s indoor-outdoor lifestyle. This maintenance-free, lock-and-leave community features a swimming pool, assigned covered parking, and ample guest parking. The monthly HOA of $770 provides exceptional value and includes cable TV, common area taxes, community pool access, exterior building insurance (homeowner to obtain interior insurance), exterior building maintenance, grounds maintenance, sewer, and trash service, allowing for truly low-maintenance living. Just 25 minutes to Tampa International Airport and approximately 20 minutes to the Dunedin Causeway and Honeymoon Island. Enjoy shopping, dining, and everyday conveniences all nearby. East Lake Woodlands is known for its excellent walkability and is within walking distance of the Ardea at East Lake Woodlands Country Club, where optional golf membership is available. This home delivers the perfect blend of comfort, convenience, and resort-style living, ideal as a primary residence, second home, or seasonal retreat.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jessica Christianson (719-229-1763)
372 COBIA WAY, OLDSMAR, FL 34677
$199,99514 Days on yellowkey MLS ID: TB8499655
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1048 Built: 1984Monthly Fee: $60 Tax: $3,232 (2025)Community: Gull-Aire VillageManufactured Home
Taxes:$3,232
Remarks: Welcome to 372 Cobia Way — one of the best locations in Gull-Aire Village, sitting directly across from the community pool, spa, and clubhouse! This resident-owned, 55+ golf cart friendly community in the heart of Oldsmar offers the best of Florida retirement living at an unbeatable value. Step inside to a bright, open floor plan featuring dark hardwood-style flooring and bold coastal teal accents throughout. The spacious living and dining areas flow into a well-appointed kitchen with wood cabinetry, a center island with breakfast bar, and stainless steel appliances. The primary suite includes a private en-suite bath, with a second full bath rounding out the layout. Screened lanai, wide carport, inside laundry, and a utility shed out back — this one has it all. You own the land. No lot rent. Ever. Low HOA and an active social calendar to boot. Community amenities include a heated pool & spa, clubhouse, sauna, library, shuffleboard, and bocce ball. Walk across the street to AMC Theatres, Beall's, Marshalls, and a full lineup of restaurants. Minutes to Publix, Walmart, and Countryside Hospital. Just ~10 miles to Honeymoon Island and Caladesi State Park. NOT in a flood zone!
Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)
Listing Agent: Justin Cans (347-238-0790)
343 SHORE DR E, OLDSMAR, FL 34677
$399,00019 Days on yellowkey MLS ID: TB8498400
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1169 Built: 1958 Tax: $2,652 (2025)Community: Oldsmar Country Club Estates Sec 1Spa: NoSingle Family
Taxes:$2,652
Remarks: Some photos have be virtually staged. Beautifully renovated 3 bedroom 2 bath in desirable Oldsmar neighborhood. Spacious floorplan with a large living area at the front allows flexibily for furniture. The kitchen has a modern feel with and all appliances. Both baths have been tastefully upgraded in a contemporty style and home is move in ready. Convenient inside laudry room is a special feature. You'll love the separate shed and large yard. This home is conveniently located by 2 parks and a public boat ramp.Restaurants, shopping and airport are nearby for your convenience.
Listing is courtesy of: MURRAY BELL REAL ESTATE LLC (813-629-8202)
Listing Agent: Jenny Meers (813-748-8112)
440 LAKEVIEW DR, OLDSMAR, FL 34677
$425,000151 Days on yellowkey MLS ID: TB8454195
REDUCED by $35,000 (7.6%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1554 Built: 1983Monthly Fee: $35 Tax: $1,458 (2024)Community: Manors Of Forest Lakes TheSingle Family
Taxes:$1,458
Remarks: MAJOR $35,000 PRICE REDUCTION – PRICED TO SELL , WON’T LAST! INCREDIBLE OPPORTUNITY on this 3 bed/2 bath/2 car garage rare lakefront gem in the highly sought-after Manors of Forest Lakes! This home sits on an oversized lot with a HUGE yard and offers stunning, unobstructed lake and conservation views from nearly every room. Non-flood zone, Top-rated schools , Low HOA with amenities including pool, tennis, racquetball, playground, and private dock. Spacious, family-friendly layout with separate living, dining, and family rooms—perfect for entertaining or everyday living. Enjoy Florida living at its best from the massive 20+ ft screened patio with pass-through window, ideal for relaxing and taking in the peaceful water and wildlife views. Recent Updates: Fresh exterior paint, Freshly painted 2-car garage, Updated flooring in main living areas Updated windows, A/C (2018), AS IS sale. This home offers location, views, space, and upside—all priced aggressively for a quick sale. Prime Location: Easy commute to Tampa & St. Pete, and just minutes to multiple scenic Oldsmar parks, trails, and community events. Opportunities like this don’t last—schedule your showing today!
Listing is courtesy of: RMS ELITE PROPERTIES (727-821-1999)
Listing Agent: Nicole Smith (813-468-3506)
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